diff --git a/spring-boot/src/main/java/org/springframework/boot/context/config/ConfigFileApplicationListener.java b/spring-boot/src/main/java/org/springframework/boot/context/config/ConfigFileApplicationListener.java
index 2be9c9d79b4..1b77a8a3a9c 100644
--- a/spring-boot/src/main/java/org/springframework/boot/context/config/ConfigFileApplicationListener.java
+++ b/spring-boot/src/main/java/org/springframework/boot/context/config/ConfigFileApplicationListener.java
@@ -191,7 +191,10 @@ public class ConfigFileApplicationListener implements
 	}
 
 	/**
-	 * Set the search locations that will be considered as a comma-separated list.
+	 * Set the search locations that will be considered as a comma-separated list. Each
+	 * search location should be a directory path (ending in "/") and it will be prefixed
+	 * by the file names constructed from {@link #setSearchNames(String) search names} and
+	 * profiles (if any) plus file extensions supported by the properties loaders.
 	 * Locations are considered in the order specified, with earlier items taking
 	 * precedence.
 	 */
@@ -269,10 +272,18 @@ public class ConfigFileApplicationListener implements
 			this.profiles = Collections.asLifoQueue(new LinkedList<String>());
 			this.activatedProfiles = false;
 
-			// Any pre-existing active profiles take precedence over those added in
-			// config files (unless latter are prefixed with "+").
-			addActiveProfiles(StringUtils.arrayToCommaDelimitedString(this.environment
-					.getActiveProfiles()));
+			if (this.environment.containsProperty(ACTIVE_PROFILES_PROPERTY)) {
+				// Any pre-existing active profiles set via property sources (e.g. System
+				// properties) take precedence over those added in config files (unless
+				// latter are prefixed with "+").
+				addActiveProfiles(this.environment.getProperty(ACTIVE_PROFILES_PROPERTY));
+			}
+			else {
+				// Pre-existing active profiles set via Environment.setActiveProfiles()
+				// are additional profiles and config files are allowed to add more if
+				// they want to, so don't call addActiveProfiles() here.
+				this.profiles.addAll(Arrays.asList(this.environment.getActiveProfiles()));
+			}
 
 			this.profiles.add(null);
 
@@ -336,7 +347,11 @@ public class ConfigFileApplicationListener implements
 				profile = (addition ? profile.substring(1) : profile);
 				if (profilesNotActivatedWhenCalled || addition) {
 					this.profiles.add(profile);
-					prependProfile(this.environment, profile);
+					if (!this.environment.acceptsProfiles(profile)) {
+						// If it's already accepted we assume the order was set
+						// intentionally
+						prependProfile(this.environment, profile);
+					}
 					this.activatedProfiles = true;
 				}
 			}
diff --git a/spring-boot/src/test/java/org/springframework/boot/context/config/ConfigFileApplicationListenerTests.java b/spring-boot/src/test/java/org/springframework/boot/context/config/ConfigFileApplicationListenerTests.java
index 96293909d30..43d661ad4ac 100644
--- a/spring-boot/src/test/java/org/springframework/boot/context/config/ConfigFileApplicationListenerTests.java
+++ b/spring-boot/src/test/java/org/springframework/boot/context/config/ConfigFileApplicationListenerTests.java
@@ -46,6 +46,7 @@ import org.springframework.core.env.MutablePropertySources;
 import org.springframework.core.env.SimpleCommandLinePropertySource;
 import org.springframework.core.env.StandardEnvironment;
 import org.springframework.util.ReflectionUtils;
+import org.springframework.util.StringUtils;
 
 import static org.hamcrest.Matchers.contains;
 import static org.hamcrest.Matchers.equalTo;
@@ -97,6 +98,18 @@ public class ConfigFileApplicationListenerTests {
 		assertThat(property, equalTo("frompropertiesfile"));
 	}
 
+	@Test
+	public void loadTwoPropertiesFilesWithProfiles() throws Exception {
+		EnvironmentTestUtils.addEnvironment(this.environment, "spring.config.location:"
+				+ "classpath:enableprofile.properties,"
+				+ "classpath:enableother.properties");
+		this.initializer.onApplicationEvent(this.event);
+		assertEquals("other", StringUtils.arrayToCommaDelimitedString(this.environment
+				.getActiveProfiles()));
+		String property = this.environment.getProperty("my.property");
+		assertThat(property, equalTo("fromotherpropertiesfile"));
+	}
+
 	@Test
 	public void localFileTakesPrecedenceOverClasspath() throws Exception {
 		File localFile = new File(new File("."), "application.properties");
@@ -180,6 +193,25 @@ public class ConfigFileApplicationListenerTests {
 		this.initializer.setSearchNames("enableprofile");
 		this.initializer.onApplicationEvent(this.event);
 		String property = this.environment.getProperty("my.property");
+		// The "myprofile" profile is activated in enableprofile.properties so its value
+		// should show up here
+		assertThat(property, equalTo("fromprofilepropertiesfile"));
+	}
+
+	@Test
+	public void loadPropertiesThenProfilePropertiesWithOverride() throws Exception {
+		this.environment.setActiveProfiles("other");
+		// EnvironmentTestUtils.addEnvironment(this.environment,
+		// "spring.profiles.active:other");
+		this.initializer.setSearchNames("enableprofile");
+		this.initializer.onApplicationEvent(this.event);
+		String property = this.environment.getProperty("other.property");
+		// The "other" profile is activated before any processing starts
+		assertThat(property, equalTo("fromotherpropertiesfile"));
+		property = this.environment.getProperty("my.property");
+		// The "myprofile" profile is activated in enableprofile.properties and "other"
+		// was not activated by setting spring.profiles.active so "myprofile" should still
+		// be activated
 		assertThat(property, equalTo("fromprofilepropertiesfile"));
 	}
 
diff --git a/spring-boot/src/test/resources/application-other.properties b/spring-boot/src/test/resources/application-other.properties
new file mode 100644
index 00000000000..9f2f629788f
--- /dev/null
+++ b/spring-boot/src/test/resources/application-other.properties
@@ -0,0 +1 @@
+my.property=fromotherpropertiesfile
\ No newline at end of file
diff --git a/spring-boot/src/test/resources/enableother.properties b/spring-boot/src/test/resources/enableother.properties
new file mode 100644
index 00000000000..f21b4e99898
--- /dev/null
+++ b/spring-boot/src/test/resources/enableother.properties
@@ -0,0 +1,3 @@
+spring.profiles.active=other
+my.property=fromenableotherpropertiesfile
+one.more=${my.property}
diff --git a/spring-boot/src/test/resources/enableprofile-other.properties b/spring-boot/src/test/resources/enableprofile-other.properties
new file mode 100644
index 00000000000..6fb984628e6
--- /dev/null
+++ b/spring-boot/src/test/resources/enableprofile-other.properties
@@ -0,0 +1 @@
+other.property=fromotherpropertiesfile
\ No newline at end of file